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Cheap flights from Redmond to Chicago from $122

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Alaska Airlines Logo
9:55 am - 9:40 pmRDM-ORD
9h 45m1 stop
Alaska Airlines Logo
3:25 pm - 8:58 pmORD-RDM
7h 33m1 stop
$233Alaska Airlines
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Wed, Nov 12 - Fri, Nov 14
Alaska Airlines Logo
9:55 am - 5:01 amRDM-ORD
17h 06m2 stops
Alaska Airlines Logo
5:53 pm - 9:09 amORD-RDM
17h 16m1 stop
$248Alaska Airlines
Find Deal
Wed, Nov 12 - Fri, Nov 14
Hawaiian Airlines Logo
8:38 am - 10:30 pmRDM-ORD
11h 52m1 stop
Hawaiian Airlines Logo
8:00 am - 5:04 pmORD-RDM
11h 04m1 stop
$252Hawaiian Airlines
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Fri, Dec 12 - Sat, Dec 13
Alaska Airlines Logo
8:28 am - 12:24 amRDM-ORD
13h 56m1 stop
Alaska Airlines Logo
8:00 am - 8:58 pmORD-RDM
14h 58m1 stop
$253Alaska Airlines
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Sun, Nov 2 - Tue, Nov 4
Delta Logo
11:20 am - 11:59 pmRDM-ORD
10h 39m1 stop
Delta Logo
11:20 am - 10:50 pmORD-RDM
13h 30m2 stops
$258Delta
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Fri, Dec 12 - Sat, Dec 13
Delta Logo
7:34 pm - 10:33 amRDM-ORD
12h 59m2 stops
Delta Logo
4:05 pm - 10:50 pmORD-RDM
8h 45m2 stops
$264Delta
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Fri, Dec 12 - Sat, Dec 13
United Airlines Logo
7:51 pm - 6:02 amRDM-ORD
8h 11m1 stop
United Airlines Logo
12:45 pm - 6:15 pmORD-RDM
7h 30m1 stop
$309United Airlines
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Sun, Nov 2 - Tue, Nov 4
United Airlines Logo
7:50 pm - 5:13 amRDM-ORD
7h 23m1 stop
United Airlines Logo
6:15 am - 12:15 pmORD-RDM
8h 00m1 stop
$545United Airlines
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Fri, Oct 24 - Sun, Oct 26
Multiple Airlines Logo
10:24 am - 9:40 pmRDM-ORD
9h 16m1 stop
Multiple Airlines Logo
12:55 am - 10:29 pmORD-RDM
23h 34m2 stops
$724Multiple Airlines
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Mon, Nov 17 - Tue, Nov 18
Multiple Airlines Logo
5:20 am - 1:09 pmRDM-ORD
5h 49m1 stop
Multiple Airlines Logo
12:55 am - 10:29 pmORD-RDM
23h 34m2 stops
$904Multiple Airlines
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Wed, Nov 12 - Thu, Nov 13

United Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best United Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
United Airlines
Nov 2
RDM7:51 pmBend/Redmond
8h 11m
1 stop
ORD6:02 amChicago O'Hare Intl
Nov 4
ORD12:45 pmChicago O'Hare Intl
7h 30m
1 stop
RDM6:15 pmBend/Redmond
$309
Find similar
United Airlines
Oct 14
RDM6:00 amBend/Redmond
6h 55m
1 stop
ORD2:55 pmChicago O'Hare Intl
Oct 16
ORD6:15 amChicago O'Hare Intl
7h 59m
1 stop
RDM12:14 pmBend/Redmond
$492
Find similar
United Airlines
Oct 24
RDM7:50 pmBend/Redmond
7h 23m
1 stop
ORD5:13 amChicago O'Hare Intl
Oct 26
ORD6:15 amChicago O'Hare Intl
8h 00m
1 stop
RDM12:15 pmBend/Redmond
$545
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Alaska Airlines flights from Redmond to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Redmond to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Nov 12
RDM9:55 amBend/Redmond
9h 45m
1 stop
ORD9:40 pmChicago O'Hare Intl
Nov 14
ORD3:25 pmChicago O'Hare Intl
7h 33m
1 stop
RDM8:58 pmBend/Redmond
$233
Find similar
Alaska Airlines
Nov 12
RDM9:55 amBend/Redmond
17h 06m
2 stops
ORD5:01 amChicago O'Hare Intl
Nov 14
ORD5:53 pmChicago O'Hare Intl
17h 16m
1 stop
RDM9:09 amBend/Redmond
$248
Find similar
Alaska Airlines
Nov 2
RDM8:28 amBend/Redmond
13h 56m
1 stop
ORD12:24 amChicago O'Hare Intl
Nov 4
ORD8:00 amChicago O'Hare Intl
14h 58m
1 stop
RDM8:58 pmBend/Redmond
$253
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momondo Fare Finder

 
Customize your flight search to find flights from Redmond to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 9, 2025.
Use the filters below to find and compare flights from Redmond to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 11/12

9:55 am-9:40 pm

1 stop9h 45m

Chicago O'Hare Intl

Fri 11/14

3:25 pm-8:58 pm

1 stop7h 33m

$233

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 11/12

9:55 am-5:01 am

2 stops17h 06m

Chicago O'Hare Intl

Fri 11/14

5:53 pm-9:09 am

1 stop17h 16m

$248

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 12/12

8:38 am-10:30 pm

1 stop11h 52m

Chicago O'Hare Intl

Sat 12/13

8:00 am-5:04 pm

1 stop11h 04m

$252

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 11/2

8:28 am-12:24 am

1 stop13h 56m

Chicago O'Hare Intl

Tue 11/4

8:00 am-8:58 pm

1 stop14h 58m

$253

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 12/12

11:20 am-11:59 pm

1 stop10h 39m

Chicago O'Hare Intl

Sat 12/13

11:20 am-10:50 pm

2 stops13h 30m

$258

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 12/12

7:34 pm-10:33 am

2 stops12h 59m

Chicago O'Hare Intl

Sat 12/13

4:05 pm-10:50 pm

2 stops8h 45m

$264

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 11/2

7:51 pm-6:02 am

1 stop8h 11m

Chicago O'Hare Intl

Tue 11/4

12:45 pm-6:15 pm

1 stop7h 30m

$309

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 10/24

7:50 pm-5:13 am

1 stop7h 23m

Chicago O'Hare Intl

Sun 10/26

6:15 am-12:15 pm

1 stop8h 00m

$545

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 11/17

10:24 am-9:40 pm

1 stop9h 16m

Chicago O'Hare Intl

Tue 11/18

12:55 am-10:29 pm

2 stops23h 34m

$724

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 11/12

5:20 am-1:09 pm

1 stop5h 49m

Chicago O'Hare Intl

Thu 11/13

12:55 am-10:29 pm

2 stops23h 34m

$904

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Redmond to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Redmond averaging around $352.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $458. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Redmond because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $748.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Redmond in the evening is the least expensive time of day to depart. momondo users have found prices as low as $460 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $648. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Redmond to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Redmond to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Redmond to Chicago O'Hare Intl Airport (RDM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Redmond to Chicago O'Hare Intl Airport. There are no popular flight routes from Redmond to Chicago O'Hare Intl Airport.
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  • How far is Bend/Redmond to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1672.5 mi away from Bend/Redmond. Typically, this will take 5h 36m by plane in normal conditions.

  • When did momondo last update prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Bend/Redmond Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bend/Redmond Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Redmond to Chicago O'Hare Intl Airport?

Best airlines flying from Redmond to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Redmond to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $262Free CancellationRating
8.0
11,050 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
8,968 reviews
Search United Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
7,969 reviews
Search Delta flights

  • United Airlines Flights From Redmond to Chicago O'Hare Intl Airport

    United Airlines is one of the most popular airlines flying from Redmond to Chicago O'Hare Intl Airport, operating 7 flights/week on average for this route. A good United Airlines flight deal for Redmond to Chicago O'Hare Intl Airport starts from $278 round-trip, up to an average price of $436. Our users have rated United Airlines at 7.4/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Orland Park
Hammond
Tinley Park
Elgin
Janesville
Aurora
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Redmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Redmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Redmond to Chicago with flexible booking policies on momondo?

All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Redmond to Chicago?

Once you have performed a search for Redmond to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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